Gay Prostate Stories

30,137 results
Orientation
Length
Source
Infinite Scroll

Art's House

by Collegekid69 on Jul 10, 2018
Mature

I lied in my bed, flipping through one of those gay "dating" apps on my phone while feeling my morning wood under the covers. It was 10 in the AM on a bright summer day and my mind was relaxed knowing that I didn't have to worry about any more school stress. On top of that, this was my first summer with my own car, so while I wasn't on a campus full of horny...

A Sub's Christmas Present

by AndrewJackson on Sep 17, 2017
BDSM

The Domme had been planning her new sub's Christmas present for some time. Even so, it was still just a practice run leading up to the main event. He showed up a couple of months ago, upon the recommendation of a friend. He confessed a deep desire to cede control, and let a woman take him, use him as she saw fit. The Domme snickered and explained that he ha...

I See a Red Door

by sublocked on Sep 12, 2017
BDSM

She paced slowly, methodically, back and forth like a tigress behind bars in a too-small cage. She smoked, and he hated that, but it looked right at the moment, the smoke curling from her ruby lips, sifting through her raven black hair, like flour through a sieve. She loved black it seemed, as he had seen her in nothing else. The outer garments were not pres...

Neighbours Ch. 02

by chinookwind on Sep 14, 2017
Erotic Couplings

2.01 Mary, Sara and the Neighbourhood: 2.02 Mary, Sara, The reception: 2.03 Jessie and her Sybian Lover: 2.04 Jamie and the Semen Extractor: 2.05 Susan and her Robotic Lover: 2.06 Daniel, the Harness and his Sybian Lover: 2.01 Mary, Sara and the Neighbourhood: To the daily commuter, Willow Falls appears to be a nice, quiet suburban neigbourhood. Singl...

Not Gay, Butt... Ch. 05

by Sacanaz on Sep 19, 2017
Anal

Ron and Jessica have been traveling down paths that they hadn't even dreamed of only a couple short months ago. They were now halfway through another step, one that Ron was still a little unsure of. He was truly amazed that he had sucked another man's cock, and even more so that he had actually enjoyed it. But a deal was a deal, and he had agreed to go all...

Paradiso Ch. 19

by SlyKink on Sep 19, 2017
Anal

Day 5 Continued As I walked back to the apartment I found myself smiling at the memory of what had just happened. I had never so much as touched a man before stepping foot on this island and I had just served as the centerpiece of a gay gangbang. Six hot, horny men had fucked the shit out of me. I had sucked their cocks and swallowed their loads and they ha...

The Prostate Exam Pt. 03

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing back against her finger, his female doctor had decided to test just how submissive he was. She gave him the option to back out if he didn't want to go any further, but she told him that if he did want to go furth...

Crossing Lines

by overthebow on Sep 12, 2017
Group Sex

When we were first dating, my wife and I experimented with sex somewhat. We ran through some positions and then she straddled me once, facing away and had me spread my legs. She slipped a finger into my anus and found my prostate. I knew exactly where my prostate was because I used to soap up a finger and finger fuck myself in the shower. I didn't say anyth...

Black on Black Pegging: Maryland

by Samuelx on Sep 11, 2017
Fetish

Don't call me Mistress! That's not my name, you damn fool! I am your Ebony Goddess! Shaking my head, I smacked my sub's hairy Black ass as I thrust my strap-on dildo deeper inside of him. Macho man Frantz Marchand groaned as I continued stretching his ass. Hmm. I love fucking men in the ass with my strap-on dildo. Especially men of African descent. Frantz Ma...

Taxi Driver's Dilemma

by o2byoung on Apr 4, 2018
Fetish

A Desperate Situation (Story 1 of 2) About a month ago, on a Saturday night, after a day of driving, I picked up my last fare at a local bar. Had I not picked up these four soldiers I would have called it a day and been home. I was already looking forward to my bathroom, and a chance to pee, although I wasn't desperate, yet. They were going to the city abou...